Michael Bentrott is a Director of Market Strategies with an MBA from Auburn University and over 15 years of experience in business and client development.
Education
Michael Bentrott holds a Master of Business Administration from Auburn University, completed in 2017 with a 3.9 GPA. His coursework focused on business strategy, leadership, and organizational performance, and he graduated with honors.
He earned his bachelor’s degree from Arizona State University in 2006, studying international business and communications through the Interdisciplinary Studies program. He was recognized on the Dean’s Honors List for academic achievement.
Professional Experience
Michael Bentrott brings over 15 years of experience in market strategy, client partnerships, and operational leadership across some of the country’s most recognized organizations in the insurance and benefits space. His career is marked by a steady progression through high-impact roles that have shaped regional and national outcomes for large-scale client groups.
In his current position at Oscar, Michael plays a leading role in directing market strategies. He drives solutions around product design, pricing models, network structure, and launch strategies for ACA and ICHRA offerings, helping shape the company’s competitive position in the marketplace.
Previously at Elevance (Anthem BCBS), Michael serves as a senior client executive. He worked with some of the company’s most prominent accounts, overseeing a portfolio of more than 300,000 members. He successfully led contract expansions across 13 new states and drove a 400% increase in operational growth. His ability to build long-term strategies and lead cross-functional initiatives contributed to a perfect client retention rate over three years.
Michael held several leadership roles at Aetna, where he helped redefine business processes and sales initiatives. As senior director of commercial sales operations, he led efforts to improve Salesforce use across business segments and enhanced internal training for sales teams. He also directed commercial partnerships for large public-sector clients, overseeing revenue streams worth over $140 million annually and coordinating with multiple organizations to support member groups statewide.
Earlier in his career, Michael played a key role in strategic initiatives tied to long-term services, national account operations, and systems development. He contributed to company-wide transitions, built internal tools for compliance and reporting, and introduced new technologies to streamline performance across teams.
With a strong background in cross-department collaboration and client-facing execution, Michael’s career reflects a consistent focus on long-term value, data-driven decision-making, and enterprise-level coordination.